Despite humor’s promise as an educational tool in language learning contexts, questions of fitness, cultural sensitivity, and student expectations cannot be ignored. This is especially the case in a culture such as Japan where the time and place for humor is often prescribed by the social norms of “warai no ba” or “laughter places.” In order to better grasp the role of humor from the Japanese language learner’s viewpoint, the researchers conducted a survey of 918 university students across Japan to elicit their views on such areas as the significance of humor for language learning and proficiency as well as its importance in grasping cultural differences. Quantitative and qualitative analyses of the results point out that most participants strongly favored inclusion of humor as part of the classroom experience but that cultural differences must be carefully considered by instructors. Furthermore, while variables like gender and academic discipline did not have a significant effect on the results, the English proficiency of the participants did, with more proficient learners indicating a greater degree of comfort and cultural understanding from use of in-class humor than those with lesser ability.